ID: ALA574133

Max Phase: Preclinical

Molecular Formula: C36H43Cl2N5O7S3

Molecular Weight: 824.87

Molecule Type: Small molecule

Representations

Synonyms (1): BMS-247243
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cc1cc(SCC2=C(C(=O)[O-])N3C[C@@H](NC(=O)CSc4c(Cl)cc(/C=C/C(=O)NCC(=O)[O-])cc4Cl)[C@H]3SC2)cc(C)[n+]1CCC[N+]1(C)CCOCC1

Standard InChI:  InChI=1S/C36H43Cl2N5O7S3/c1-22-13-26(14-23(2)41(22)7-4-8-43(3)9-11-50-12-10-43)51-19-25-20-53-35-29(18-42(35)33(25)36(48)49)40-31(45)21-52-34-27(37)15-24(16-28(34)38)5-6-30(44)39-17-32(46)47/h5-6,13-16,29,35H,4,7-12,17-21H2,1-3H3,(H2-2,39,40,44,45,46,47,48,49)/b6-5+/t29-,35-/m1/s1

Standard InChI Key:  ZVIPJDOMICMDIB-OCTHLVAFSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 824.87

Molecular Weight (Monoisotopic): 823.1702

AlogP: 1.41

#Rotatable Bonds: 16

Polar Surface Area: 154.81

Molecular Species: ACID

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.93

CX Basic pKa: 5.83

CX LogP: -6.28

CX LogD: -8.88

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.11

Np Likeness Score: -0.59

References

1. Miguet L, Zervosen A, Gerards T, Pasha FA, Luxen A, Distèche-Nguyen M, Thomas A..  (2009)  Discovery of new inhibitors of resistant Streptococcus pneumoniae penicillin binding protein (PBP) 2x by structure-based virtual screening.,  52  (19): [PMID:19746934] [10.1021/jm900625q]

Source

Source(1):

• Scientific Literature